JEE Main · 2021 · Shift-ImediumHALO-159

Among the following compounds I-IV, which one forms a yellow precipitate on reacting sequentially with (i) NaOH (ii)…

Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question

Question

Among the following compounds I-IV, which one forms a yellow precipitate on reacting sequentially with (i) NaOH (ii) dil. \ceHNO3\ce{HNO3} (iii) \ceAgNO3\ce{AgNO3}?

image

Options
  1. a

    II

  2. b

    IV

  3. c

    III

  4. d

    I

Correct Answerb

IV

Detailed Solution

image Key Points:

  • Benzylic C-I bond: reactive toward NaOH (SN2)
  • Aryl C-Cl bond: inert toward NaOH under normal conditions
  • \ceAgI\ce{AgI} = yellow precipitate; \ceAgCl\ce{AgCl} = white; \ceAgBr\ce{AgBr} = pale yellow
  • Only compound IV has a reactive (benzylic) C-I bond

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